624-42-0

Basic information

• Product Name: 2-METHYL-5-HEPTANONE
• Synonyms: 6-methyl heptan 3-one;6-methyl-3-heptanon;6-METHYL-3-HEPTANONE;2-METHYL-5-HEPTANONE;ETHYL ISOAMYL KETONE;3-Heptanone, 6-methyl-;Ethylisopentyl ketone
• CAS NO: 624-42-0
• Molecular Formula: C₈H₁₆O
• Molecular Weight: 128.21
• EINECS: 210-844-3
• Mol File: 624-42-0.mol
• Article Data: 4

Chemical Properties

• Melting Point: -32.24°C (estimate)
• Boiling Point: 162.67°C (estimate)
• Flash Point: 44.6°C
• Appearance: /
• Density: 0.8203 (estimate)
• Vapor Pressure: 2.44mmHg at 25°C
• Refractive Index: 1.4165 (estimate)
• CAS DataBase Reference: 2-METHYL-5-HEPTANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-5-HEPTANONE(624-42-0)
• EPA Substance Registry System: 2-METHYL-5-HEPTANONE(624-42-0)

Safety Data

• Hazardous Substances Data: 624-42-0(Hazardous Substances Data)

Usage

General Description

2-METHYL-5-HEPTANONE is a chemical compound with the molecular formula C8H16O. It is a ketone with a distinct fruity, woody odor and is used as a flavoring agent and fragrance ingredient in various products. It is also known by the name "methyl amyl ketone" and is commonly used in the production of lacquers, paints, and coatings. In addition, it is used as a solvent in chemical reactions and as a starting material in the synthesis of other organic compounds. 2-METHYL-5-HEPTANONE is considered to be a volatile organic compound (VOC) and can pose potential health hazards if not handled properly, including irritation to the eyes and respiratory system.

InChI:InChI=1/C8H16O/c1-4-8(9)6-5-7(2)3/h7H,4-6H2,1-3H3

Upstream product

• 3132-12-5 6-methyl-hept-4-en-3-one 
• 38136-29-7 4-methylvaleroyl chloride 
• 557-20-0 diethylzinc 
• 10467-10-4 ethylmagnesium iodide 
• 60-29-7 diethyl ether 
• 64-17-5 ethanol 
• 2198-73-4 3-ethyl-6-methyl-hept-2-ene 
• 67-56-1 methanol 
• 110-12-3 5-Methyl-2-hexanone 
• 101342-75-0 6-methylhept-1-en-3-ol 
• 133619-41-7 C₈H₁₆OS 
• 820-98-4 6-methyl-hepta-2,4-diyne 
• 592-02-9 diethylcadmium 
• 4548-78-1 (3-methylbutyl)magnesium bromide 

Downstream Products

• 6584-78-7 6-methyl-heptane-2,3-dione 
• 600-40-8 1,1-dinitroethane 
• 66225-19-2 (E)-6-Methylhept-3-ene 
• 66225-20-5 (Z,E)-6-methylhept-3-ene 

Relevant articles and documents

C -Methylation of Alcohols, Ketones, and Indoles with Methanol Using Heterogeneous Platinum Catalysts

A versatile, selective, and recyclable heterogeneous catalytic method for the methylation of C-H bonds in alcohols, ketones, and indoles with methanol under oxidant-free conditions using a Pt-loaded carbon (Pt/C) catalyst in the presence of NaOH is reported. This catalytic system is effective for various methylation reactions: (1) the β-methylation of primary alcohols, including aryl, aliphatic, and heterocyclic alcohols, (2) the α-methylation of ketones, and (3) the selective C3-methylation of indoles. The reactions are driven by a borrowing-hydrogen mechanism. The reaction begins with the dehydrogenation of the alcohol(s) to afford aldehydes, which subsequently undergo a condensation reaction with the nucleophile (aldehyde, ketone, or indole), followed by hydrogenation of the condensation product by Pt-H species to yield the desired product. In all of the methylation reactions explored in this study, the Pt/C catalyst exhibits a significantly higher turnover number than other previously reported homogeneous catalytic systems. Moreover, it is demonstrated that the high catalytic activity of Pt can be rationalized in terms of the adsorption energy of hydrogen on the metal surface, as revealed by density functional theory calculations on different metal surfaces.

Recent Synthetic Developments in Thiocarbonyl Chemistry

Direct oxidation of enethiolizable thioketones and dithioesters with a peroxycarboxylic acid affords the corresponding sulfines quantitatively.This observation stands in contrast with literature expectations, stating that this reaction would lead to divinyl disulfides.The oxidation shows a high stereoselectivity: delivery of the oxygen proceeds from the side opposite to the alkylthio group of dithioesters and from the side opposite to the more hindered substituent in the case of thioketones.The thermal stability of these sulfines was studied and a novel rearrangementwas observed.The second part of this report deals with the thio-Claisen rearrangement of precursors bearing a chiral centre adjacent to the pericyclic nucleus and its use for stereocontrol in the acyclic series.This thermally facile transposition leads to allylated dithioesters with good to excellent yields.A high diastereomeric selectivity was obtained in a number of cases involving either a steric effect with alkyl groups on the chiral centre or a noteworthy electronic effect when this centre bears a heteroatomic group.It was also carried out in the homochiral series.A favoured conformation and approach model is proposed to explain the formation of syn isomers.